[en] Epoxiconazole is a broad-spectrum fungicide described as highly persistent in soil and as such can be considered as an abiotic agent like other problematic agrochemicals. Furthermore, the plant phenotyping tool involving non-invasive monitoring of plant-emitted volatile organic compounds (VOCs) may be useful in the identification of metabolic markers for abiotic stress. We therefore decided to profile the VOCs from secondary metabolism of oilseed rape through a dose-response experiment under several epoxiconazole concentrations (0, 0.01, 0.1 and 1 mg L−1). VOC collections of 35-day-old whole plantlets were performed through a dynamic headspace sampling technique under defined and controlled conditions. The plantlets grew freely within a home-made, laboratory and high-throughput glass chamber without any disturbance. Putative metabolic markers were analysed using a targeted metabolomic approach based on TD-GC-MS method coupled with data acquisition in SIM mode in order to focus on terpenes and sulphur-containing volatiles. Chromatograms of emitted terpenes were achieved accurately for the 35-day-old oilseed rape plantlets. We also analysed the presence of sulphur-containing volatiles in samples of shoot and root tissues using an innovative DHS-TD-GC-MS method, but no difference was found between qualitative profiles. Nevertheless, we demonstrated through this experiment that sesquiterpenes such as β-elemene and (E,E)-α-farnesene are involved in epoxiconazole dose-response. In particular, (E,E)-α-farnesene could serve as a metabolic marker of fungicide exposure for oilseed rape plantlets.
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Aliferis KA, Chrysayi-Tokousbalides M (2011) Metabolomics in pesticide research and development: review and future perspectives. Metabolomics 7:35–53. 10.1007/s11306-010-0231-x
Benton JM, Cobb AH (1997) The modification of phytosterol profiles and in vitro photosynthetic electron transport of Galium aparine L. (cleavers) treated with the fungicide, epoxiconazole. Plant Growth Regul 22:93–100. 10.1023/A:1005885312748
Berry PM, Spink JH (2009) Understanding the effect of a triazole with anti-gibberellin activity on the growth and yield of oilseed rape (Brassica napus). J Agric Sci 147:273. 10.1017/S0021859609008491
Bertelsen JR, de Neergaard E, Smedegaard-Petersen V (2001) Fungicidal effects of azoxystrobin and epoxiconazole on phyllosphere fungi, senescence and yield of winter wheat. Plant Pathol 50:190–205. 10.1046/j.1365-3059.2001.00545.x
Blondel C, Khelalfa F, Reynaud S, Fauvelle F, Raveton M (2016) Effect of organochlorine pesticides exposure on the maize root metabolome assessed using high-resolution magic-angle spinning 1 H NMR spectroscopy. Environ Pollut 214:539–548. 10.1016/j.envpol.2016.04.057
Blondel A, Krings B, Ducat N, Pigeon O (2018) Validation of an analytical method for 1,2,4-triazole in soil using liquid chromatography coupled to electrospray tandem mass spectrometry and monitoring of propiconazole degradation in a batch study. J Chromatogr A 1562:123–127. 10.1016/j.chroma.2018.05.056
Bromilow RH, Evans AA, Nicholls PH (1999) Factors affecting degradation rates of five triazole fungicides in two soil types: 1. Laboratory incubations. Pestic Sci 55:1129–1134. 10.1002/(SICI)1096-9063(199912)55:12<1129::AID-PS72>3.0.CO;2-U
Bruns G, Kuchenbuch R, Jung J (1990) Influence of a triazole plant growth regulator on root and shoot development and nitrogen utilisation of oilseed rape (Brassica napus L.). J Agron Crop Sci 165:257–262. 10.1111/j.1439-037X.1990.tb00860.x
Chalhoub B, Denoeud F, Liu S, Parkin IAP, Tang H, Wang X, Chiquet J, Belcram H, Tong C, Samans B, Correa M, da Silva C, Just J, Falentin C, Koh CS, le Clainche I, Bernard M, Bento P, Noel B, Labadie K, Alberti A, Charles M, Arnaud D, Guo H, Daviaud C, Alamery S, Jabbari K, Zhao M, Edger PP, Chelaifa H, Tack D, Lassalle G, Mestiri I, Schnel N, le Paslier MC, Fan G, Renault V, Bayer PE, Golicz AA, Manoli S, Lee TH, Thi VHD, Chalabi S, Hu Q, Fan C, Tollenaere R, Lu Y, Battail C, Shen J, Sidebottom CHD, Wang X, Canaguier A, Chauveau A, Berard A, Deniot G, Guan M, Liu Z, Sun F, Lim YP, Lyons E, Town CD, Bancroft I, Wang X, Meng J, Ma J, Pires JC, King GJ, Brunel D, Delourme R, Renard M, Aury JM, Adams KL, Batley J, Snowdon RJ, Tost J, Edwards D, Zhou Y, Hua W, Sharpe AG, Paterson AH, Guan C, Wincker P (2014) Early allopolyploid evolution in the post-Neolithic Brassica napus oilseed genome. Science 345:950–953. 10.1126/science.1253435
Chambers JE, Greim H, Kendall RJ, Segner H, Sharpe RM, van der Kraak G (2014) Human and ecological risk assessment of a crop protection chemical: a case study with the azole fungicide epoxiconazole. Crit Rev Toxicol 44:176–210. 10.3109/10408444.2013.855163
Coleman J, Blake-Kalff M, Davies E (1997) Detoxification of xenobiotics by plants: chemical modification and vacuolar compartmentation. Trends Plant Sci 2:144–151. 10.1016/S1360-1385(97)01019-4
Davidson SE, Reid JB, Helliwell CA (2006) Cytochromes P450 in gibberellin biosynthesis. Phytochem Rev 5:405–419. 10.1007/s11101-006-9005-5
Delory BM, Delaplace P, Fauconnier M-L, du Jardin P (2016) Root-emitted volatile organic compounds: can they mediate belowground plant-plant interactions? Plant Soil 402:1–26. 10.1007/s11104-016-2823-3
Derbyshire MC, Denton-Giles M (2016) The control of sclerotinia stem rot on oilseed rape (Brassica napus): current practices and future opportunities. Plant Pathol 65:859–877. 10.1111/ppa.12517
Durenne B, Blondel A, Druart P, Fauconnier M-L (2018a) A laboratory high-throughput glass chamber using dynamic headspace TD-GC/MS method for the analysis of whole Brassica napus L. plantlet volatiles under cadmium-related abiotic stress. Phytochem Anal 29:463–471. 10.1002/pca.2750
Durenne B, Blondel A, Ducat N et al (2018b) Phenotyping of Brassica napus L. plantlets affected during in vitro growth by the presence of epoxiconazole. Acta Hortic 101–106. 10.17660/ActaHortic.2018.1202.15
European Food Safety Authority (EFSA) (2008) Conclusion on the peer review of the pesticide risk assessment of the active substance Epoxiconazole. EFSA Sci Rep 138:1–80. 10.2903/j.efsa.2008.138r
Gemperline E, Keller C, Li L (2016) Mass spectrometry in plant-omics. Anal Chem 88:3422–3434. 10.1021/acs.analchem.5b02938
Himanen SJ, Li T, Blande JD, Holopainen JK (2017) Volatile organic compounds in integrated pest management of Brassica oilseed crops. In: Reddy GVP (ed) Integrated management of insect pests on canola and other Brassica oilseed crops. CABI Publishing, UK, pp 281–294
Hong E, Kim G-H (2013) GC-MS analysis of the extracts from Korean cabbage (Brassica campestris L. ssp. pekinensis) and its seed. Prev Nutr Food Sci 18:218–221. 10.3746/pnf.2013.18.3.218
Ijaz M, Honermeier B (2012) Effect of triazole and strobilurin fungicides on seed yield formation and grain quality of winter rapeseed (Brassica napus L.). Field Crop Res 130:80–86. 10.1016/j.fcr.2012.02.017
Ishida M, Hara M, Fukino N, Kakizaki T, Morimitsu Y (2014) Glucosinolate metabolism, functionality and breeding for the improvement of Brassicaceae vegetables. Breed Sci 64:48–59. 10.1270/jsbbs.64.48
Jorge TF, Rodrigues JA, Caldana C, Schmidt R, van Dongen JT, Thomas-Oates J, António C (2016) Mass spectrometry-based plant metabolomics: metabolite responses to abiotic stress. Mass Spectrom Rev 35:620–649. 10.1002/mas.21449
Kráľová K, Jampílek J, Ostrovský I (2012) Metabolomics - useful tool for study of plant responses to abiotic stresses. Ecol Chem Eng S 19:133–161. 10.2478/v10216-011-0012-0
Lange BM, Ahkami A (2013) Metabolic engineering of plant monoterpenes, sesquiterpenes and diterpenes-current status and future opportunities. Plant Biotechnol J 11:169–196. 10.1111/pbi.12022
Li J-L, Liu X-Y, Di Y-L et al (2015) Baseline sensitivity and control efficacy of DMI fungicide epoxiconazole against Sclerotinia sclerotiorum. Eur J Plant Pathol 141:237–246. 10.1007/s10658-014-0537-z
Liang H, Qiu J, Li L, Li W, Zhou Z, Liu F, Qiu L (2012) Stereoselective dissipation of epoxiconazole in grape (Vitis vinifera cv. Kyoho) and soil under field conditions. Chemosphere 87:982–987. 10.1016/j.chemosphere.2012.02.038
Marican A, Durán-Lara EF (2018) A review on pesticide removal through different processes. Environ Sci Pollut Res 25:2051–2064. 10.1007/s11356-017-0796-2
Nakabayashi R, Saito K (2015) Integrated metabolomics for abiotic stress responses in plants. Curr Opin Plant Biol 24:10–16. 10.1016/j.pbi.2015.01.003
Petersen IL, Tomasi G, Sørensen H, Boll ES, Hansen HCB, Christensen JH (2011) The use of environmental metabolomics to determine glyphosate level of exposure in rapeseed (Brassica napus L.) seedlings. Environ Pollut 159:3071–3077. 10.1016/j.envpol.2011.04.005
Petit A-N, Fontaine F, Vatsa P, Clément C, Vaillant-Gaveau N (2012) Fungicide impacts on photosynthesis in crop plants. Photosynth Res 111:315–326. 10.1007/s11120-012-9719-8
Rademacher W (2000) Growth retardants: effects on gibberellin biosynthesis and other metabolic pathways. Annu Rev Plant Phys 51:501–531. 10.1146/annurev.arplant.51.1.501
Rodziewicz P, Swarcewicz B, Chmielewska K, Wojakowska A, Stobiecki M (2014) Influence of abiotic stresses on plant proteome and metabolome changes. Acta Physiol Plant 36:1–19. 10.1007/s11738-013-1402-y
Rosenkranz M, Schnitzler J-P (2016) Plant Volatiles. In: John Wiley & Sons Ltd (ed) eLS. John Wiley & Sons, Ltd, Chichester, pp 1–9
Serra A-A, Couée I, Renault D, Gouesbet G, Sulmon C (2015) Metabolic profiling of Lolium perenne shows functional integration of metabolic responses to diverse subtoxic conditions of chemical stress. J Exp Bot 66:1801–1816. 10.1093/jxb/eru518
Shahzad B, Tanveer M, Che Z, Rehman A, Cheema SA, Sharma A, Song H, Rehman S, Zhaorong D (2018) Role of 24-epibrassinolide (EBL) in mediating heavy metal and pesticide induced oxidative stress in plants: a review. Ecotoxicol Environ Saf 147:935–944. 10.1016/j.ecoenv.2017.09.066
Sharma A, Bhardwaj R, Kumar V, Thukral AK (2016) GC-MS studies reveal stimulated pesticide detoxification by brassinolide application in Brassica juncea L. plants. Environ Sci Pollut Res 23:14518–14525. 10.1007/s11356-016-6650-0
Strandberg B, Mathiassen S K, Viant M, et al (2013) Metabolic changes in plants as indicator for pesticide exposure. Pesticide research, 146 Miljostyrelsen, Kobenhaven, Denmark. ISBN no. 978-87-92903-57-0
Taveira M, Fernandes F, Guedes de Pinho P, Andrade PB, Pereira JA, Valentão P (2009) Evolution of Brassica rapa var. rapa L. volatile composition by HS-SPME and GC/IT-MS. Microchem J 93:140–146. 10.1016/j.microc.2009.05.011
Tholl D (2015) Biosynthesis and biological functions of terpenoids in plants. In: Schrader J, Bohlmann J (eds) Biotechnology of isoprenoids. Springer International Publishing, Cham, pp 63–106
van Dam NM, Samudrala D, Harren FJM, Cristescu SM (2012) Real-time analysis of sulfur-containing volatiles in Brassica plants infested with root-feeding Delia radicum larvae using proton-transfer reaction mass spectrometry. AoB PLANTS 2012. 10.1093/aobpla/pls021
Veromann E, Toome M, Kännaste A, Kaasik R, Copolovici L, Flink J, Kovács G, Narits L, Luik A, Niinemets Ü (2013) Effects of nitrogen fertilization on insect pests, their parasitoids, plant diseases and volatile organic compounds in Brassica napus. Crop Prot 43:79–88. 10.1016/j.cropro.2012.09.001
Vickers CE, Gershenzon J, Lerdau MT, Loreto F (2009) A unified mechanism of action for volatile isoprenoids in plant abiotic stress. Nat Chem Biol 5:283–291. 10.1038/nchembio.158
Yamaguchi S (2008) Gibberellin metabolism and its regulation. Annu Rev Plant Biol 59:225–251. 10.1146/annurev.arplant.59.032607.092804
Yan B, Ye F, Gao D (2015) Residues of the fungicide epoxiconazole in rice and paddy in the Chinese field ecosystem. Pest Manag Sci 71:65–71. 10.1002/ps.3763
Zhao Y, Zhang L, Zhao C, Hu C, Li Y, Zhao J, Zhang J, Li L, Chang Y, Wang F, Lu X, Zhu Z, Xu G (2015) Metabolic responses of rice leaves and seeds under transgenic backcross breeding and pesticide stress by pseudotargeted metabolomics. Metabolomics 11:1802–1814. 10.1007/s11306-015-0834-3
Zhou Y, Xia X, Yu G, Wang J, Wu J, Wang M, Yang Y, Shi K, Yu Y, Chen Z, Gan J, Yu J (2015) Brassinosteroids play a critical role in the regulation of pesticide metabolism in crop plants. Sci Rep 5:9018. 10.1038/srep09018
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